CA2407812A1 - Method for producing cyclic lactams - Google Patents
Method for producing cyclic lactams Download PDFInfo
- Publication number
- CA2407812A1 CA2407812A1 CA002407812A CA2407812A CA2407812A1 CA 2407812 A1 CA2407812 A1 CA 2407812A1 CA 002407812 A CA002407812 A CA 002407812A CA 2407812 A CA2407812 A CA 2407812A CA 2407812 A1 CA2407812 A1 CA 2407812A1
- Authority
- CA
- Canada
- Prior art keywords
- formula
- producing cyclic
- cyclic lactams
- organic
- carboxylic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- -1 cyclic lactams Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 150000003951 lactams Chemical class 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000010790 dilution Methods 0.000 abstract 2
- 239000012895 dilution Substances 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 abstract 1
- 125000002843 carboxylic acid group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000002825 nitriles Chemical group 0.000 abstract 1
- 239000012071 phase Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
- C07D201/02—Preparation of lactams
- C07D201/08—Preparation of lactams from carboxylic acids or derivatives thereof, e.g. hydroxy carboxylic acids, lactones or nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
- C07D201/16—Separation or purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
The invention relates to a method for producing cyclic lactams of formula (II) by reacting a compound (I) of formula (I) with water in the presence of an organic, liquid dilution agent in the liquid phase. In formula (II), n and m respectively can have the values 0, 1, 2, 3, 4, 5, 6, 7, 8 and 9 and the sum of n + m is at least 3, preferably at least 4 and R1 and R2 represent C1-C6 alkyl, C5-C7 cycloalkyl or C6-C12 aryl groups. In formula (I), R1, R2, m and n are defined as above and R represents nitrile, carboxylic acid amide and carboxylic acid groups. The inventive method is characterized in that a) compound (I) is reacted with water in the liquid phase in the presence of an organic, liquid dilution agent (III) to form a mixture (IV) containing a lactam (II) and said mixture (IV) is subjected to an aqueous treatment to obtain a two-phase system.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10021201.8 | 2000-05-03 | ||
| DE10021201A DE10021201A1 (en) | 2000-05-03 | 2000-05-03 | Process for the preparation of cyclic lactams |
| PCT/EP2001/004833 WO2001083441A1 (en) | 2000-05-03 | 2001-04-30 | Method for producing cyclic lactams |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2407812A1 true CA2407812A1 (en) | 2002-10-30 |
| CA2407812C CA2407812C (en) | 2008-12-02 |
Family
ID=7640436
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002407812A Expired - Fee Related CA2407812C (en) | 2000-05-03 | 2001-04-30 | Method for producing cyclic lactams |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US6683178B2 (en) |
| EP (1) | EP1278727B1 (en) |
| JP (1) | JP2003531891A (en) |
| KR (1) | KR20030013401A (en) |
| CN (1) | CN1194965C (en) |
| AR (1) | AR028384A1 (en) |
| AT (1) | ATE305924T1 (en) |
| AU (1) | AU2001267389A1 (en) |
| BR (1) | BR0110454A (en) |
| CA (1) | CA2407812C (en) |
| DE (2) | DE10021201A1 (en) |
| ES (1) | ES2250418T3 (en) |
| IL (1) | IL152052A0 (en) |
| MX (1) | MXPA02009713A (en) |
| MY (1) | MY127246A (en) |
| TW (1) | TW572894B (en) |
| WO (1) | WO2001083441A1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3667140B2 (en) * | 1999-03-04 | 2005-07-06 | パイオニア株式会社 | Disc changer device |
| DE10033518A1 (en) * | 2000-07-11 | 2002-01-24 | Basf Ag | Process for the separation of ammonia from 2-phase reaction mixture obtained in amide preparation, involves separating phases and extracting organic phase with aqueous medium |
| DE10253094A1 (en) * | 2002-11-13 | 2004-05-27 | Basf Ag | Purification of crude caprolactam comprises a three stage distillation process with feeding of the crude caprolactam and an inorganic acid having a b. pt. above the b. pt. of the caprolactam to a first distillation column |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1419684A (en) | 1964-09-03 | 1965-12-03 | Electrochimie Soc | Advanced process for manufacturing epsilon-caprolactams |
| DE4339648A1 (en) | 1993-11-20 | 1995-05-24 | Basf Ag | Process for the production of caprolactam |
| FR2729949A1 (en) * | 1995-01-27 | 1996-08-02 | Rhone Poulenc Chimie | LACTAM PREPARATION PROCESS |
| DE19548289A1 (en) | 1995-12-22 | 1997-06-26 | Basf Ag | Process for the simultaneous production of caprolactam and hexamethylenediamine |
| EP0826665A1 (en) | 1996-09-02 | 1998-03-04 | Dsm N.V. | Recovery of epsilon-caprolactam from aqueous mixtures |
| FR2751962B1 (en) * | 1996-08-02 | 1998-09-11 | Rhone Poulenc Fibres | LACTAM PURIFICATION PROCESS |
| EP0826666A1 (en) | 1996-09-02 | 1998-03-04 | Dsm N.V. | Process to prepare epsilon-caprolactam |
| KR100446372B1 (en) | 1996-10-21 | 2004-09-01 | 이. 아이. 두퐁 드 느무르 앤드 컴퍼니 | PROCESS TO SEPARATE ε-CAPROLACTAM FROM 6-AMINOCAPROAMIDE AND 6-AMINOCAPROAMIDE OLIGOMERS |
-
2000
- 2000-05-03 DE DE10021201A patent/DE10021201A1/en not_active Withdrawn
-
2001
- 2001-04-19 MY MYPI20011864A patent/MY127246A/en unknown
- 2001-04-27 AR ARP010101996A patent/AR028384A1/en not_active Application Discontinuation
- 2001-04-27 TW TW90110185A patent/TW572894B/en not_active IP Right Cessation
- 2001-04-30 WO PCT/EP2001/004833 patent/WO2001083441A1/en not_active Ceased
- 2001-04-30 EP EP01945063A patent/EP1278727B1/en not_active Expired - Lifetime
- 2001-04-30 DE DE50107616T patent/DE50107616D1/en not_active Expired - Lifetime
- 2001-04-30 KR KR1020027014748A patent/KR20030013401A/en not_active Ceased
- 2001-04-30 CA CA002407812A patent/CA2407812C/en not_active Expired - Fee Related
- 2001-04-30 US US10/257,877 patent/US6683178B2/en not_active Expired - Lifetime
- 2001-04-30 AU AU2001267389A patent/AU2001267389A1/en not_active Abandoned
- 2001-04-30 JP JP2001580870A patent/JP2003531891A/en not_active Withdrawn
- 2001-04-30 CN CNB018089380A patent/CN1194965C/en not_active Expired - Fee Related
- 2001-04-30 AT AT01945063T patent/ATE305924T1/en not_active IP Right Cessation
- 2001-04-30 BR BR0110454-3A patent/BR0110454A/en not_active Application Discontinuation
- 2001-04-30 MX MXPA02009713A patent/MXPA02009713A/en active IP Right Grant
- 2001-04-30 ES ES01945063T patent/ES2250418T3/en not_active Expired - Lifetime
- 2001-04-30 IL IL15205201A patent/IL152052A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MXPA02009713A (en) | 2003-04-22 |
| ES2250418T3 (en) | 2006-04-16 |
| CN1194965C (en) | 2005-03-30 |
| EP1278727B1 (en) | 2005-10-05 |
| TW572894B (en) | 2004-01-21 |
| US20030114664A1 (en) | 2003-06-19 |
| AR028384A1 (en) | 2003-05-07 |
| DE50107616D1 (en) | 2006-02-16 |
| AU2001267389A1 (en) | 2001-11-12 |
| EP1278727A1 (en) | 2003-01-29 |
| US6683178B2 (en) | 2004-01-27 |
| CN1427819A (en) | 2003-07-02 |
| JP2003531891A (en) | 2003-10-28 |
| BR0110454A (en) | 2003-03-11 |
| ATE305924T1 (en) | 2005-10-15 |
| WO2001083441A1 (en) | 2001-11-08 |
| KR20030013401A (en) | 2003-02-14 |
| IL152052A0 (en) | 2003-05-29 |
| CA2407812C (en) | 2008-12-02 |
| MY127246A (en) | 2006-11-30 |
| DE10021201A1 (en) | 2001-11-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |